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House holiday rentals in Chesterfield

Find and book unique houses on Airbnb

Quick stats about house rentals in Chesterfield

  • Total holiday rentals

    Explore 80 holiday rentals in Chesterfield

  • Nightly prices starting at

    Chesterfield holiday rentals start at $68 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,380 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Chesterfield holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chesterfield rentals

  • 4.8 Average rating

    Chesterfield stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated house rentals in Chesterfield

Guests agree: These houses are highly rated for location, cleanliness and more.

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Top Guest favourite
A stone barn conversion is displayed, featuring a charming entrance with a large wooden door. The exterior showcases a blend of natural stone and modern design elements. Surrounding greenery and an archway are visible in the background, enhancing the rural setting.
Home in Bradfield
4.98 out of 5 average rating, 162 reviews

Beautiful Barn surrounded by open countryside

A beautiful barn conversion surrounded by open countryside within The Peak District National Park. Ideally situated for exploring the Peak District, with excellent footpath access across the moors or the Sheffield Lakeland from the door . The City is only a short drive away with all of it's amenities. There is an excellent choice of local pubs and restaurants serving great food, local beers plus for Fine Dining, we are only 10 mins away from Sheffield's only Michelin starred restaurant Joro.

Top Guest favourite
A bright upstairs bedroom features a super-king size bed with a patterned duvet and cotton bedding. A large window offers views of greenery. A cozy window seat is complemented by nearby built-in storage filled with books, enhancing the spacious feel of the room.
Home in Nether Edge
4.93 out of 5 average rating, 558 reviews

The Old Coach House. 5-star. Parking. EV charger.

“Loved staying here”. Off street parking. Ultra fast WiFi. Perfectly located in leafy Nether Edge village, 10 minutes from city centre and Peak District. Near to local shops, pubs, cafés and restaurants. Everything you need for the perfect stay: Private off-street parking: Yes. Big comfortable beds: Yes. Powerful shower: Yes. Washing machine: Yes. New kitchen: Yes. Spotlessly clean: Yes. Ultra-fast 1GB fibre optic broadband/Wi-Fi: Yes. Ev charger: Yes. Charm, character, history? Yes. Yes. Yes!

Top Guest favourite
Home in Rowsley
4.98 out of 5 average rating, 309 reviews

Panoramic views, calf feeding, Bakewell Chatsworth

The Garden Nook offers complete privacy and is located in a perfect spot for everything. Newly converted and set within 55 acres of impressive private land, gardens, and fruit orchards. A rejuvenating location to unwind and reconnect with nature in such a tranquil environment. The comfy contemporary haven with tasteful decoration, stylish furniture, and spectacular views is the perfect place to relax. Watching lambs skipping around the orchard is a delightful bonus! Tractor experiences available

Top Guest favourite
A spacious detached house is surrounded by lush greenery and landscaped grounds. The exterior features a stone facade, slate roof, and charming gardens with flowering plants. Free-roaming chickens are visible, adding a rural charm to the serene setting under a clear blue sky.
Home in Youlgreave
5 out of 5 average rating, 248 reviews

The Stables House, Lomberdale Hall. 4 to 7 guests

Spacious detached private house, 3,000 sq ft/ 275 sq m. Own drive. 3 acres of grounds. Log burner (fuel provided) Front, back and garden doors; Entrance hall, sweeping staircase, beautiful sitting room, library stuffed with books, 3 large bedrooms (Vispring beds) plus 3 fab bathrooms with baths & separate showers - plus a single bed downstairs. Warm kitchen, utility room & larder. Antique furniture, lovely curtains. Perfect for families, couples, groups. Walking galore! 3 Pubs in the village.

Top Guest favourite
An inviting living space is featured, showcasing a modern dining table and chairs alongside a vibrant red sideboard. A cozy armchair and a striped lounge chair add comfort, while softly illuminated pendant lights enhance the room's ambiance. Natural light filters through a window adorned with gray curtains.
Home in Chesterfield
4.91 out of 5 average rating, 114 reviews

Bright - 2 Bedroomed House in Derbyshire

Your family will be close to everything when you stay at this centrally located town house within walking distance from Chesterfield's iconic market town. This 2 bedroomed modern home has everything you need and is the perfect base for visiting all the local attractions Derbyshire has to offer. Right on the edge of the Peak District it boasts a 20 minute drive to Chatsworth House and many more. Along with all the wonderful bars, restaurants, gift & coffee shops all within walking distance.

Top Guest favourite
A comfortable living area is furnished with a gray sectional sofa and two leather armchairs. A glass coffee table is positioned centrally, and a wooden cabinet stands against the wall, adding storage space. Double doors lead to the outside, allowing natural light to enter.
Home in Chesterfield
4.96 out of 5 average rating, 351 reviews

The Long Hall 2 bed ground floor annexed apartment

Long Hall has been lovingly converted into a 6-person, ground floor, annexed apartment, within a quiet housing estate, a short distance from the Peak District. Two large double bedrooms, with rainfall shower en-suites, and a large open-plan living area dining and kitchen area and a large, shared enclosed patio and garden area Long Hall suits leisure and tourist staycations, as well as trade or professional workers, who wish for a home from home. SKY Sports and Movies included

Top Guest favourite
A view from a bridge showcases a serene countryside scene with a stone cottage nestled among lush greenery. The vibrant leaves of trees frame the picturesque surroundings, while the calm waters of the river reflect the natural beauty. The distant hills provide a backdrop.
Home in Grindleford
4.89 out of 5 average rating, 296 reviews

Bridgefoot Cottage - Wild Swimming & Hot Tub

Bridgefoot is a beautiful 17th century cottage situated in the Peak District. Guests have full use of the property including a modern, fully equipped kitchen, perfect for entertaining. There is also an exceptionally comfy and cosy sitting room, equipped with 2 sofas (one of which is a double sofa bed) a log burner and a Smart TV. The master bedroom boasts a luxurious four poster bed and an ensuite bathroom. Next door is a spacious second bedroom with two comfortable single beds.

Top Guest favourite
A rustic barn is set against a backdrop of rolling hills and expansive skies. The stone exterior is framed by greenery, with lush grass and a distant stone wall visible. Soft clouds drift above, creating a serene atmosphere in the rural landscape.
Home in Longnor
5 out of 5 average rating, 295 reviews

Cuckoostone Barn - simply stunning!!

Cuckoostone Barn is a stunning property set in the White Peak area of the Peak District. The area is surrounded by nature and the perfect location to sit and watch the wildlife go by, whilst being mesmerised by the uninterrupted views of rolling countryside. Cuckoostone Barn is an excellent base to explore the wonders of the Peak District National Park, with amazing walks and cycle routes on the doorstep, or a place to simply relax and unwind in an idyllic part of the world .

Top Guest favourite
An open-plan living space is presented, featuring a cozy seating area with a blue sofa and armchair. A round dining table for four is set against the wall, while natural light enters through the doorway leading to the garden.
Home in Baslow
4.99 out of 5 average rating, 270 reviews

Peaceful hideaway Baslow Chatsworth, Peak District

Gorse Ridge End is a fresh and airy bungalow superbly situated in the beautiful village of Baslow in the heart of the stunning Peak District National Park. Within walking distance of the Chatsworth Estate, excellent village pubs, restaurants and dramatic gritstone crags and moorlands. In a peaceful village location away from the main road with private garden and plenty of off road parking, this 2 bedroom property provides a tranquil base for a couple or a family.

Top Guest favourite
Home in South Yorkshire
4.96 out of 5 average rating, 166 reviews

The Little Lodge

Kick back and relax in this calm, stylish space. The Little Lodge is a brand new renovated annex attached to a charming Victorian Lodge from the 1800s. Situated in a picturesque and peaceful conservation area on a private road in the leafy suburb of Ranmoor Sheffield. The Little Lodge is only 15minutes away from Sheffield's main train station and sits of the foothills of South Yorkshire's famous Peak District. Ideal for a city break or a Rambler's retreat.

Top Guest favourite
An open-plan living space features original stone walls and sleek wooden flooring. A dining table sits in the foreground, while cozy seating with soft cushions is arranged nearby. A staircase leads to an upper level with a spacious bed visible through glass balustrades.
Home in Bradwell
4.99 out of 5 average rating, 245 reviews

Unique & stylish converted Chapel - Peak District

Welcome to Heather View Chapel, a beautifully converted retreat in the heart of the Peak District National Park. Our brilliant housekeepers ensure the Chapel is spotlessly clean for your arrival. Designed with care, it’s the perfect place for family and friends to relax and make memories. Located in picturesque Hope Valley, it’s ideal for exploring trails, hills, and the great outdoors. If you love nature and adventure, you’ll love staying here!

Guest favourite
A cozy living area features a rustic brick fireplace with a wooden mantel. A compact wooden table is positioned on a colorful rug, surrounded by a comfy armchair and a potted plant. A small television is placed on a light wood stand, adding to the inviting atmosphere.
Home in Eckington
4.88 out of 5 average rating, 125 reviews

Lovely house Eckington Sheffield

Enjoy a peaceful stay in a stylish double room within a characterful Victorian house in the heart of Eckington, Sheffield. This cosy little home will be entirely yours during your stay, offering both comfort and privacy. Your host, Steven, will warmly welcome you on arrival and ensure you’re settled in. Whether you’re visiting for business, leisure, or a countryside getaway, this charming home is a perfect base.

Popular amenities for Chesterfield house rentals

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Avg. price$199 NZD$202 NZD$207 NZD$204 NZD$200 NZD$231 NZD$200 NZD$214 NZD$193 NZD$202 NZD$188 NZD$200 NZD
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